Uber's first investors included StumbleUpon founder Garrett Camp

In 2010 when Uber went out to raise money, prominent investors including Mark Cuban and Gary Vaynerchuk passed. Vaynerchuk actually said no twice.

Read an article about what happens when nurses are hired like Ubers.

Explore the 2025 Uber Lost & Found Index to find out the weirdest items that passengers left behind in Ubers last year, from ten live lobsters to a mannequin head with human hair.

7 prominent investors rejected Airbnb in its early days

Airbnb is arguably known as one of the most successful startup stories of all time. But back in 2008, many prominent investors rejected their pitch when they went out to raise money—and Airbnb's founder still has the rejection emails to prove it.

'Startups' can be defined as small, early-stage companies that are designed to grow fast.

Many startup founders pull out-of-the-box stunts to get their businesses off the ground.

Watch the DoorDash team's YC application video

In 2013, the cofounders of DoorDash created a simple, homemade video application to Y Combinator. They didn't know it at the time, but they'd be accepted—and their company would go on to be publicly traded on the NASDAQ.

Visualize where the first batch of founders from the famous startup accelerator Y Combinator are now.

For Reddit's founders, the company's early days included choosing a dinner with Y Combinator's Paul Graham over a spring break trip, a $10M Condé Nast acquisition, and other pivotal moments.

Andreessen Horowitz is among the most well-known venture capital firms

Also known as a16z, the firm has invested in companies such as Airbnb, Facebook, and Lyft since its founding in 2009. A podcast episode offers a deep dive into how the firm got started and became the industry disruptor it is today.

Read a timeline of all of Elon Musk's business ventures, from the software company Zip2 in the 1990s to Musk's Twitter acquisition.

Self-driving cars may upend transit before cities can build it

Austin approved a $7.1B light-rail in 2020, but components of the plan have already been cut. Simultaneously, Waymo launched a 200-car autonomous fleet across the city. Cities now face a choice: invest in decadeslong fixed infrastructure projects or embrace flexible, on-demand autonomous vehicles that can navigate anywhere.

Find out what it's like to work in the gig economy

If you’re thinking about being a gig worker—for example, an Airbnb host, Lyft driver, or DoorDash delivery person—keep this article in mind before you start. This article outlines particular concepts prospective gig workers should think about before signing up for gig work, such as upfront costs and budgeting for taxes.

How venture capital firms came to be

The venture capital firm that kickstarted an industry.

As of 2025, Waymo has rolled out "robotaxi" services in five US cities

The company has been under investigation by the National Highway Traffic Safety Administration following dozens of crashes and incidents that appear to show Waymo vehicles violating traffic laws over the past decade in Phoenix, San Francisco, Los Angeles, Atlanta, and Austin.

The full story of WeWork, one of the most dramatic startup journeys of all time

WeWork has been through a lot since the office space company was founded as a startup in 2010. From its failed IPO in 2019, to the various leadership antics of its founder, Adam Neumann (some have claimed that he acted like a cult leader at times), to how it navigated remote work trends during the pandemic, this video tells the full story of WeWork's growth, failures, and more.

A 2002 profile of unprofitable Netflix as it bet on a subscription model

The streaming behemoth saw the potential in subscriptions early, and in this 2002 profile CEO Reed Hastings was already talking about plans to offer "downloadable" movies. The profile serves as a historical artifact confirming the startup's risky bets and showcases the contingent factors that led to its success. (Some users may experience a paywall.)

Y Combinator was founded in 2005 to bridge gaps between founders and investors

In one of Paul Graham’s essays on his website, he took the time to explain how and why he and his cofounders (including his girlfriend at the time, and now wife, Jessica Livingston), came up with the idea of and eventually created Y Combinator.

7 angel investors funded Google in its early days

Entrepreneur Shaan Puri shares how seven strangers acted as Google’s earliest angel investors. The first gave Google $100K without even putting his equity agreement in writing. The investors on “Shark Tank” use their personal funds to support startups, but they’re often more predatory about terms than typical angels.

Bumble's origin story includes a Russian billionaire, a Tinder cofounder, and a private jet.

Airbnb's Brian Chesky explains 'Founder Mode' and how he took back control

The short-term rental CEO learned hard lessons through the pandemic, specifically around a culture focused on management and not building products. In the fall of 2024, Chesky gave a well-received speech at a startup conference that prompted debate in the startup world. He summarizes the talk here.

Read a complete history of urban mass transit in the United States

Explore the rise and fall of American mass transit, from the horse-drawn omnibus era through the streetcar age to the automobile's dominance. In the 1920s, streetcars carried 12 to 13 billion riders per year. By 1963, that number had shrunken to 300,000.

Many of the 2010s girlboss-era founders experienced a public fall from grace in 2020

In the 2010s, dozens of female founders were celebrated on the covers of business magazines like Inc. for their recent startup success, from Emily Weiss’s Glossier makeup brand to Steph Korey’s Away luggage company. But many of these companies were also the subject of large takedown articles around the year 2020.

Airbnb started as a vacation rental startup and soon disrupted the hospitality industry

In this podcast episode, Airbnb gets the "How I Built This" treatment. The "How I Built This" host speaks with the entrepreneurs behind today's largest businesses about how they got started. In this episode, Airbnb's cofounder Joe Gebbia talks about how he built Airbnb.

Former New Yorker editor Tina Brown coined the term “gig economy” in 2009

Although this article was written pre-pandemic, the workers interviewed in it still feel representative of the sector’s modern ethos. In the piece, the writer interviews a handful of gig workers about why, exactly, they’ve chosen to make a living off of Airbnbs or TaskRabbit gigs rather than doing something else.

The evolution of X, from startup to Musk-owned giant, reflects rapid tech shifts

Twitter began in 2006 as a side project and grew into a major global platform, widely used for news, activism, and political discourse. Despite mainstream success, it faced ongoing management turmoil, business struggles, and rising concerns over misinformation and user safety.

Cyan Banister, once homeless, was an angel investor in Uber, SpaceX, and DeepMind.

Delivery apps have realigned the restaurant industry

As delivery apps like Grubhub and DoorDash became popularity, traditional dine-in restaurants have adapted to become more accommodating. In this thinkpiece for the Atlantic, Ellen Cushing argues that it's both changed the kind of food being made and realigned our very notion of a restaurant. (Some readers may experience a paywall.)

Stanford’s ‘How to Start a Startup’ series

Stanford’s archive of lectures about creating a startup includes advice from Y Combinator notables such as former YC president and OpenAI CEO Sam Altman and YC Cofounder Paul Graham.

See the 25 largest initial public offerings in US history.

These 25 companies—which include UPS, Uber Technologies, AT&T, and The Kraft Heinz Co.—had some of the biggest IPO drops in US history. However, not all these drops led to long-term (or even immediate) success.

Read Paul Graham’s initial post announcing YC’s first batch

In March 2005, Y Combinator cofounder Paul Graham announced the program that would become Y Combinator on his website.

Inside a recent Lyft lawsuit

Over the past few years, there have been a few lawsuits regarding the way gig workers are classified as employees. Specifically, these lawsuits aim to see if gig workers (like Lyft drivers, in one recent case) should be classified as full-time employees or independent contractors. For more information, read this article.

The prototype for Tinder was created during a 2012 hackathon

By August 2012, Tinder, which was originally called Match Box, had launched on the Apple App Store. Match Group merged Tinder into its portfolio in 2017, the same year it set its sights on acquiring Hinge. Experts say that Match has not been declared a monopoly in part because monopolies are "hard to prove."

Amazon has experienced relentless, if occasionally bumpy, growth since its founding

From its founding in 1994 to a slew of acquisitions and new products and services launched in the decades since then, Amazon has experienced relentless, if occasionally bumpy, growth. This timeline from The Verge lays out some of the major events in the company’s story, including its IPO, rollout of its lucrative cloud-computing division, and much more.

The term 'startup'—which is typically used to describe private companies in their early stages of operation that focus on innovating new products or services to meet a market gap—can be traced back to a 1976 Forbes article.

Tesla open-sourced all its patents to speed up industry adoption of electric vehicles

The company employed a disruptive strategy to transform the transportation market, but early struggles, including leadership shifts and near bankruptcy in 2008, threatened its efforts to bring electric vehicles to the mainstream.

More than $3.5B has been invested through AngelList

AngelList was created to connect startups and angel investors. It’s evolved since its 2010 founding and has been used by companies like Uber and OpenSea.